• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Novel fluorophenoxyphenoxypropionates and derivatives thereof and compounds related thereto possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated. The compounds are of the formula wherein X represents -F, -Cl, -Br, -I, -CF3, -OCF3, -CF2CI, -CF2H or-CF2CCl2H; and Z represents an organic moiety, the moiety containing N, O or S atoms, a metallic cation, an ammonium cation or an organic amine cation and is, or can be hydrolyzed and/or oxidized in plants or soil to, a carboxyl moiety that is in undissociated and/or dissociated form. Preferably Z ist or an agriculturally acceptable salt, amide or ester thereof. Also provided are novel intermediates of the formula wherein Y is OH, NH2 or N2⊕ BF4⊖, as well as herbicidal compositions and a method of controlling weeds by applying to them one or more of the active compounds of the invention.
    公开号:SU1628841A3
    申请号:SU843785909
    申请日:1984-08-31
    公开日:1991-02-15
    发明作者:Б.Роджерс Ричард；Джервик Ш Б.Клиффорд
    申请人:Дзе Дау Кемикал Компани (Фирма)；
    IPC主号:
    专利说明:

    This invention relates to chemical means of controlling weeds and undesirable vegetation.
    The purpose of the invention is to increase the selectivity of the action of a herbicidal composition containing derivatives of aryloxyalkanoic carboxylic acids as an active component.
    The following are the active substances of the herbicidal composition, the method of their preparation and examples illustrating the effectiveness of this composition.
    PRI me R 1. Preparation of (4-bromo) -2-fluorophenoxy phenoxypropionic acid methyl ester (compound I).
    A mixture of 4- {4-bromo-2-fluoro-phenoxy) phenol (0.02 mol), 2-bromopropionic acid methyl ester (0.02 mol) and potassium carbonate (0.022 mol) in 30 ml dimethyl sulfoxide, stirred under nitrogen at room temperature for 18 hours. After that, the reaction mass is poured into 300 ml of water, extracted with ether (2x100 ml), the ether extract is washed with water, dried over magnesium sulfate, the solvent is evaporated and the final product in the form of a yellow oil with
    .5628 (81% yield).
    Found,%: carbon 52,12; hydrogen 3.64.
    Calculated,%: carbon 52.05;
    hydrogen 3.82.
    Under the conditions of Example 1, sec is obtained; 2- {4- {4-bromo 12-fluorophenoxy phenoxypropionic acid butyl ester (compound II), py25, 1.5385, is obtained.
    Forms of herbicide composition. Sostar A, wt.%:
    Compound I 24.8
    About KZ 00 00
    four

    WITH
    I
    Di- {sec, butyl) phenylpolyoxypropylene block copolymer with oxyethylene4.0
    Calcium Dodecylbenzenesulfonate 4.0
    The mixture of xylenes67,2
    Composition D, wt.%:
    Compound I7.0
    Paraffin oil58,0
    Nonylphenol ethylene
    oxide4.8
    Polyoxyethylene oleyl ester7.2
    A mixture of xylenes23,0
    Composition E mss.%:
    Compound 3.5
    Paraffin oil58,0
    Nonylphenol ethylene oxide4.8
    Polyoxyethylene oleyl
    ether7.2
    A mixture of xylenes26,5
    F composition, wt.%:
    Compound I13.2
    Paraffin oil40,0
    Block copolymer of di- (sec. Butyl) phenylpolyoxypropylene with oxyethylene19.0
    Oleic acid1,0
    Xylene mix 26,8
    Composition, wt.%:
    Compound I6.8
    Paraffin oil40,0
    Block copolymer di- (sec. Butyl) phenylpolyoxypropylene with
    oxyethylene19.0
    Oleic acid1,0
    The mixture of xylenes33,2
    Composition H, wt.%:
    Compound I12.8
    Di- (sec. Butyl) phenylpolyoxypropylene block copolymer with oxyethylene23.8
    Oleic acid1 0
    Dodecylbenzene sulfonate
    Calcium 3.2
    Xylene Mixture59.2
    Composition I, wt.%:
    Compound I3,5
    Paraffin oil40,0
    Block copolymer of di- (sec. Butyl) phenylpolyoxypropylene with oxyethylene19.0
    Oleic acid1,0
    A mixture of xylenes36,5
    Composition L, wt.%:
    Compound I13,4
    Di- (sec. Butyl) phenylpolyoxypropylene block copolymer with oxyethylene4.0
    Calcium Dodecylbenzenesulfonate 4.0
    The mixture of xylenes78,6
    Composition M, wt.%:
    Compound I25.99
    Di- (sec. Butyl) phenylpolyoxypropylene block copolymer with oxyethylene2.0
    Sodium lignosulfonate 4.0
    Silica17.0
    Clay51.01
    The composition of N, wt.%:
    Compound I3.38
    Paraffin oil39,0
    Di- (sec. Butyl) phenylpolyoxypropylene block copolymer with oxyethylene19.5
    Polyoxyethylene tridecyl
    alcohol2.15
    Non-ionic aliphatic polyoxyethylene4,3
    A mixture of calcium sulfonate, polyoxyethylene fatty acid esters and polyoxyethylene alkyl ether4,3
    Xylene Mixture27,37
    Composition, P, wt.%:
    Compound II14.9
    Calcium Dodecylbenzenesulfonate 4.0
    Di- (sec. Butyl) phenylpolyoxypropylene block copolymer with oxyethylene4.0
    The mixture of xylenes77,1
    Composition 0, wt.%:
    Compound
    Na6,5 lignosulfonate
    Dialkylnaphthalene
    sulfonate3,5
    Hydrated
    silica16.0
    Bardenska liquid48
    PRI mme R 2. Determination of herbicidal activity during post-emergence treatment. Trial plants (weeds and cultivated) are grown on trial cases up to a height of 10 cm and treated with appropriate formulations of the herbicidal composition. Evaluation of herbicidal activity is carried out at a certain time after treatment and express it on a scale from 0 to 100 (0 - no damage; 100 - complete death of plants).
     The results of the experiments are presented in table. 1-6.
    Table 1 shows the herbicidal activity of the compositions.
    EXAMPLE 3. Comparative Experiments Carried out under the conditions of Example 2. A known herbicide, methyl (4-trifluoromethyl) -2-fluorophenoxy-phenoxy-propionic acid methyl ester (compound III), is used for comparison. The results of the experiment are presented in table.7.
    权利要求:
    Claims (1)
    [1]
    Claims of the invention A herbicidal composition containing an active substance derived from aryloxyalkanecarboxylic acid, a carrier and a surfactant, characterized in that, in order to increase the selectivity of the composition when used to control weeds in cereal crops using the post-emergence method processing, as an active substance, the composition contains an aryloxyalkanoic acid derivative of general formula
    TSN3
    ) -OCH-COR
    and
    where R is methyl or sec, butyl, O
    0
    five
    0
    five
    as a carrier, a substance or combination of substances selected from the group comprising paraffin oil, a mixture of xylenes, silica, clay; as a surfactant, a substance or combination of substances selected from the group including block copolymer di- {sec. ) phenylpolyoxypropylene with oxyethylen, calcium dodecylbenzenesulfonate, oleic acid, sodium lignosulfonate, nonylphenol ethylene oxide, dialkylnaphthalinsulfonate sodium, polyolethylene ether of oleyl alcohol, nonionic aliphatic ether ieti- flax, vy tridetsilo- polyoxyethylenated alcohol, a mixture of calcium sulfonate polioksietilenovyhefirov fatty acids and polyoxyethylene ether of alkilovo- the following ratio of ingredients of the composition, wt.%:
    Active substance3,38-26,00
    Carrier59,2-84,5
    Surface active
    substance6.00-30.25
    Table 1
    table 2
    Table 3
    Table 4
    Table 5
    Table 6
    Table 7
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE2223894C3|1972-05-17|1981-07-23|Hoechst Ag, 6000 Frankfurt|Herbicidal agents based on phenoxycarboxylic acid derivatives|
    DE2433067C3|1974-07-10|1978-07-13|Hoechst Ag, 6000 Frankfurt|
    DE2433066C2|1974-07-10|1982-12-23|Hoechst Ag, 6000 Frankfurt|4-Trifluoromethyl-4'-hydroxy-diphenyl ether and process for their preparation|
    GB1560416A|1975-09-03|1980-02-06|Rohm & Haas|Trifluoromethylphenyl derivatives|
    DE2601548C2|1976-01-16|1984-01-26|Hoechst Ag, 6230 Frankfurt|2- [4- phenoxy] propionic acid and derivatives and herbicidal agents containing them|
    DE2611695A1|1976-03-19|1977-09-29|Hoechst Ag|HERBICIDAL AGENTS|
    JPS52131539A|1976-04-13|1977-11-04|Ishihara Sangyo Kaisha Ltd|Phenoxyphenoxypropionic acid derivatives and herbicides|
    DE2623558C2|1976-05-26|1984-12-06|Hoechst Ag, 6230 Frankfurt|2- [4'-Phenoxyphenoxy] propionic acid derivatives, process for their preparation and herbicidal compositions containing them|
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    JPS5318528A|1976-07-30|1978-02-20|Ishihara Sangyo Kaisha Ltd|Phenoxypropanol derivatives and herbicides containing them|
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    US4192669A|1977-12-22|1980-03-11|E. I. Du Pont De Nemours And Company|Herbicidal ethers|
    BE879987A|1978-11-21|1980-05-13|Shell Int Research|PHENOXYPHENOXYPROPIONIC ACID DERIVATIVES, PROCESS FOR THE PREPARATION THEREOF, HERBICIDE PREPARATIONS CONTAINING THESE DRY REQUIREMENTS AND METHOD FOR THE PREVENTION OF WEEDS USING THE SAID DERIVATIVES|
    US4355186A|1980-06-27|1982-10-19|Hoechst Aktiengesellschaft|Process for the preparation of 4-phenoxy-phenols|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US06/528,711|US4550192A|1983-09-01|1983-09-01|Fluorophenoxyphenoxypropionates and derivatives thereof|
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